Off market sep 2023 for $740K

$779,861

Est. refi paymentEst. refi $4,790/mo

•

3,344

sq ft

389 Prospect Rd, Chester, NY 10918

About this home

Pride of ownership abounds with this well-maintained Cape/2 Story, 3050sf, 5BR/3BTH on 2.4 landscaped acres in Blooming Grove. Enjoy the location convenience, circular driveway that will access this entire mini-estate complete with a 2000sf garage/hobby building, 4-stahl barn, paddocks, storage building and oversized garage that offers a multi-faceted living experience. 2 sunbursting all season rooms, large rooms with oak floors, custom granite kitchen, updated baths and options for multi-generational living with 2 bedrooms on main floor, 1 on the 2nd floor and 2 in lower level. Ready for an inlaw suite if needed. Extensive drainage systems and well maintained mechanicals throughout. Perfect for hobbyist, horse/farm animal lover, and/or people with lots of toys. Enjoy a man-made waterfall with coi pond, private terraces each offering tranquility, and bonus in-ground concrete pool with the best of luxurious outdoor living. So much to list, a must see today! Additional Information: Amenities:Guest Quarters,HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Detached,

Single-familyProperty Type

1966Year Built

2.4 acresLot Size

$233Est. Price/Sq.Ft.

Listing by Chris Scibelli • Keller Williams Realty

Contact: (845) 494-3749

Bought with Eliezer Maleh • Sage Realty Center LLC

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6227851

Redfin Estimate

$779,861

$40K since sold in September 2023$3,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.7% higher than the average sale price ($767K) of 6 comparable homes.

SOLD JUN 18, 2026
$905,000
A
5 beds3.5 baths3,680 sq ft
21 Bull Mine Rd, Chester, NY 10918
Listing by Howard Hanna Rand Realty
SOLD OCT 21, 2026
$699,000
B
3 beds3 baths1,850 sq ft
26 Mandy Ln, Washingtonville, NY 10992
Listing by KW Hudson Valley United
SOLD JUN 25, 2026
$770,000
C
4 beds2.5 baths2,780 sq ft
1071 Craigville Rd, Chester, NY 10918
Listing by MS Realty Group USA, Inc
SOLD AUG 28, 2026
$715,000
D
4 beds3 baths3,908 sq ft
78 Goshen Rd, Chester, NY 10918
Listing by Cronin & Company Real Estate
SOLD JUL 7, 2026
$830,000
E
4 beds2.5 baths2,722 sq ft
5 Gabriels Dr, Chester, NY 10918
Listing by Q Home Sales
SOLD SEP 11, 2026
$680,000
F
4 beds3.5 baths3,436 sq ft
5 Horton Rd, Washingtonville, NY 10992
Listing by MS Realty Group USA, Inc

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Earn from this home

Sell

$175,012

Est. take-home

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Refinance

Est. cash available

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Rent

$3,765/mo

Redfin rental estimate

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Market trends in 10918, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.7%

+0.1% MoM

Median sale price

$547K

$42K MoM

Avg. days on market

46d

3 days MoM

Recently sold homes

2 MoM

New listings for sale

$299,999
3 beds1 bath1,046 sq ft
14 School St, Chester, NY 10918
Listing by Howard Hanna Rand Realty
$475,000
3 beds1.5 baths1,848 sq ft
3 Mari Rd, Sugar Loaf, NY 10918
Listing by Divine Realty NY, LLC
COMING SOON
$325,900
2 beds1.5 baths1,072 sq ft
4108 Whispering Hls, Chester, NY 10918
Listing by Keller Williams Realty
$849,000
4 beds3 baths3,676 sq ft
56 Hardscrabble Rd, Chester, NY 10918
Listing by Howard Hanna Rand Realty
$939,000
4 beds2.5 baths3,406 sq ft
82 Goosepond Mountain Rd, Chester, NY 10918
Listing by MK Realty Inc
3D WALKTHROUGH
$499,000
3 beds2 baths2,000 sq ft
7 Townsend Pl, Chester, NY 10918
Listing by National Veterans Realty Group
3D WALKTHROUGH
$719,000
4 beds2.5 baths3,763 sq ft
28 Pewter Cir, Chester, NY 10918
Listing by Century 21 Full Service Realty
See all

Provided by Redfin

Sale history for 389 Prospect Rd

Year

Property tax

Land + Additions

Assessment*

2026

$15,337

$12,800 + $43,300

$56,100

2025

$15,337 (+5.4%)

$12,800 + $43,300

$56,100

2024

$14,554 (+15.6%)

$12,800 + $43,300

$56,100

2023

$12,591 (+5.4%)

$12,800 + $37,500

$50,300

2022

$11,944 (+1.3%)

$12,800 + $36,600

$49,400

2021

$11,791 (+11.0%)

$12,800 + $36,600

$49,400

2020

$10,625 (+5.3%)

$12,800 + $36,600

$49,400

2019

$10,087 (+6.7%)

$12,800 + $36,600

$49,400

2018

$9,452 (+6.0%)

$12,800 + $36,600

$49,400

2017

$8,914 (−9.3%)

$12,800 + $36,600

$49,400

2016

$9,832 (+10.5%)

$12,800 + $36,600

$49,400

2015

$8,899 (−0.9%)

$12,800 + $36,600

$49,400

2014

$8,977

$12,800 + $36,600

$49,400

Tax history for 389 Prospect Rd

Year

Property tax

Land + Additions

Assessment*

2026

$15,337

$12,800 + $43,300

$56,100

2025

$15,337 (+5.4%)

$12,800 + $43,300

$56,100

2024

$14,554 (+15.6%)

$12,800 + $43,300

$56,100

2023

$12,591 (+5.4%)

$12,800 + $37,500

$50,300

2022

$11,944 (+1.3%)

$12,800 + $36,600

$49,400

2021

$11,791 (+11.0%)

$12,800 + $36,600

$49,400

2020

$10,625 (+5.3%)

$12,800 + $36,600

$49,400

2019

$10,087 (+6.7%)

$12,800 + $36,600

$49,400

2018

$9,452 (+6.0%)

$12,800 + $36,600

$49,400

2017

$8,914 (−9.3%)

$12,800 + $36,600

$49,400

2016

$9,832 (+10.5%)

$12,800 + $36,600

$49,400

2015

$8,899 (−0.9%)

$12,800 + $36,600

$49,400

2014

$8,977

$12,800 + $36,600

$49,400

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

1.5

Lot width

—

Lot depth

—

Lot size

2.4 Acres

Year renovated

1971

Sq. Ft.

3,366

Year built

1966

Style

Single Family Residential

County

Orange County

APN

332089A05200000010370000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Property details

Parking

Parking Information
Parking Features: Detached

Interior

Fireplace Information
Fireplace Features: Wood Burning Stove

Heating & Cooling
Cooling: Central Air
Heating: Baseboard, Oil

Interior Features
Interior Features: Eat-in Kitchen,Entrance Foyer,Formal Dining,First Floor Bedroom,First Floor Full Bath,Master Downstairs,Primary Bathroom
Window Features: Double Pane Windows
Appliances: Dishwasher, Refrigerator, Oil Water Heater
Flooring: Hardwood
Levels: Two
Patio And Porch Features: Patio, Porch, Terrace

Room Information
Basement YN: Yes
Attic: Dormer
Rooms Total: 11
Basement: Finished, Full, Walk-Out Access

Bathroom Information
Bathrooms Full: 3

Exterior

Exterior Features
Construction Materials: Aluminum Siding, Block, Brick, Vinyl Siding
Other Structures: Barn(s), Outbuilding, Workshop
Waterfront YN: No

Pool Information
Pool Features: In Ground

Lot Information
Additional Parcels YN: No
Lot Features: Level, Views

Property Information
Stories: 2
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Estimated

Financial

Tax Information
Tax Year: 2022
Tax Source: Municipality
Tax Annual Amount: $11,711

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Orange & Rockland
Sewer: Septic Tank
Utilities: Trash Collection Public

Location

School Information
Elementary School: North Main Street
Middle Or Junior School: Monroe-Woodbury Middle School
High School: Monroe-Woodbury High School
High School District: Monroe-Woodbury

Location Information
Directions: Exit 128 (Oxford Depot), LT end of ramp to RT onto Oxford Road to RT onto Prospect Rd to #389 on RT
County Or Parish: Orange County

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 3,366
Stories: 1.5
Lot Size: 2.4 acres
Style: Single Family Residential
Year Built: 1966
Year Renovated: 1971
County: Orange County
APN: 332089A05200000010370000000

Home facts updated by county records on Oct 8, 2026

Around this home

Schools

K - 12
Preschool & daycare

North Main Street School

Public 2-5 • Assigned • 2.9mi

5/10

Monroe Woodbury Middle School

Public 6-8 • Assigned • 5.4mi

5/10

Monroe Woodbury High School

Public 9-12 • Assigned • 5.4mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 16 days in 30 years

4/10 Wind Factor

17% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Chester, NY • 10918

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$741,000 – $897,000

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Home values near 389 Prospect Rd

Data from public records.

Address	Redfin Estimate
377 Prospect Rd, Chester, NY 3 Beds \| 1 Baths \| 1779 Sq. Ft.	$484,983
394 Prospect Rd, Chester, NY 3 Beds \| 3.5 Baths \| 2753 Sq. Ft.	$975,282
381 Prospect Rd, Chester, NY 3 Beds \| 2 Baths \| 1930 Sq. Ft.	$565,971
395 Prospect Rd, Chester, NY 3 Beds \| 2.5 Baths \| 2553 Sq. Ft.	$595,006
405 Prospect Rd, Chester, NY 3 Beds \| 4 Baths \| 5379 Sq. Ft.	$1,229,744
34 Angle Dr, Chester, NY 2 Beds \| 1 Baths \| 480 Sq. Ft.	$296,904
20 Angle Dr, Chester, NY 3 Beds \| 1 Baths \| 1346 Sq. Ft.	$431,329

Address	Redfin Estimate
375 Prospect Rd, Chester, NY 3 Beds \| 2 Baths \| 1800 Sq. Ft.	$559,510
384 Prospect Rd, Chester, NY 2 Beds \| 1 Baths \| 1662 Sq. Ft.	$369,865
383 Prospect Rd, Chester, NY 2 Beds \| 1 Baths \| 602 Sq. Ft.	$351,549
379 Prospect Rd, Chester, NY 2 Beds \| 2 Baths \| 1480 Sq. Ft.	$495,121
24 Angle Dr, Chester, NY 5 Beds \| 3 Baths \| 2729 Sq. Ft.	$809,201
1 Bamond Ct, Chester, NY 3 Beds \| 3.5 Baths \| 3209 Sq. Ft.	$850,534
5 Damian Ct, Chester, NY 4 Beds \| 2.5 Baths \| 2700 Sq. Ft.	$804,935

Address	Redfin Estimate
378 Prospect Rd, Chester, NY 2 Beds \| 1 Baths \| 2180 Sq. Ft.	$462,889
387 Prospect Rd, Chester, NY 2 Beds \| 1 Baths \| 1700 Sq. Ft.	$456,009
369 Prospect Rd, Chester, NY 3 Beds \| 2 Baths \| 1920 Sq. Ft.	$682,134
405 Prospect Rd, Monroe, NY 3 Beds \| 4 Baths \| 3868 Sq. Ft.	$1,093,907
29 Angle Dr, Chester, NY 3 Beds \| 2.5 Baths \| 2360 Sq. Ft.	$454,357
3 Damian Ct, Chester, NY 4 Beds \| 3.5 Baths \| 3600 Sq. Ft.	$915,516
9 Damian Ct, Chester, NY 5 Beds \| 3 Baths \| 2846 Sq. Ft.	$815,192

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

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